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Cheap flights from South Africa to Chicago from R12 106

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from South Africa to Chicago departing on 6/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from South Africa to Chicago

Recent return flight deals from South Africa to Chicago

Enter your travel dates to find the best prices.
KLM Logo
23:15 - 18:18
CPT
-
MDW
26h 03m
2 stops
KLM Logo
13:00 - 21:25
MDW
-
CPT
25h 25m
2 stops
R23 636KLM
Tue, Jun 16 - Wed, Aug 19
Delta Logo
20:25 - 18:33
JNB
-
MDW
29h 08m
2 stops
Delta Logo
9:22 - 21:20
MDW
-
JNB
28h 58m
2 stops
R24 048Delta
Mon, May 18 - Mon, May 25
Delta Logo
18:00 - 18:05
JNB
-
MDW
31h 05m
2 stops
Delta Logo
13:00 - 22:05
MDW
-
JNB
25h 05m
2 stops
R24 279Delta
Mon, Sep 7 - Wed, Mar 3
KLM Logo
23:15 - 18:18
CPT
-
MDW
26h 03m
2 stops
KLM Logo
13:00 - 21:25
MDW
-
CPT
25h 25m
2 stops
R24 295KLM
Tue, Jun 16 - Wed, Aug 19
Delta Logo
20:25 - 18:33
JNB
-
MDW
29h 08m
2 stops
Delta Logo
9:22 - 21:20
MDW
-
JNB
28h 58m
2 stops
R24 906Delta
Tue, May 26 - Tue, Jun 2
Delta Logo
18:00 - 18:05
JNB
-
MDW
31h 05m
2 stops
Delta Logo
13:00 - 12:10
MDW
-
JNB
39h 10m
2 stops
R25 252Delta
Mon, Sep 7 - Wed, Mar 3
Delta Logo
18:00 - 18:05
JNB
-
MDW
31h 05m
2 stops
Delta Logo
13:00 - 12:10
MDW
-
JNB
39h 10m
2 stops
R25 384Delta
Mon, Sep 7 - Wed, Mar 3
KLM Logo
23:15 - 18:33
JNB
-
MDW
26h 18m
2 stops
KLM Logo
13:22 - 21:20
MDW
-
JNB
24h 58m
2 stops
R25 400KLM
Sun, May 17 - Mon, May 25
SAUDIA Logo
21:55 - 11:56
JNB
-
MDW
21h 01m
1 stop
SAUDIA Logo
17:10 - 19:40
MDW
-
JNB
19h 30m
1 stop
R26 538SAUDIA
Tue, Jul 21 - Wed, Aug 5
Multiple Airlines Logo
20:25 - 22:17
JNB
-
MDW
32h 52m
2 stops
Multiple Airlines Logo
11:05 - 21:35
MDW
-
JNB
27h 30m
2 stops
R28 485Multiple Airlines
Thu, Jul 2 - Mon, Aug 3

KLM flights from South Africa to Chicago Midway Airport

Our best KLM deals on South Africa to Chicago Midway Airport flight tickets
KLM
Jun 16
CPT23:15Cape Town Intl
26h 03m
2 stops
MDW18:18Chicago Midway
Aug 19
MDW13:00Chicago Midway
25h 25m
2 stops
CPT21:25Cape Town Intl
R23 636
KLM
Jun 16
CPT23:15Cape Town Intl
26h 03m
2 stops
MDW18:18Chicago Midway
Aug 19
MDW13:00Chicago Midway
25h 25m
2 stops
CPT21:25Cape Town Intl
R24 295
KLM
May 17
JNB23:15Johannesburg OR Tambo
26h 18m
2 stops
MDW18:33Chicago Midway
May 25
MDW13:22Chicago Midway
24h 58m
2 stops
JNB21:20Johannesburg OR Tambo
R25 400

Delta flights from South Africa to Chicago Midway Airport

Our best Delta deals on South Africa to Chicago Midway Airport flight tickets
Delta
May 18
JNB20:25Johannesburg OR Tambo
29h 08m
2 stops
MDW18:33Chicago Midway
May 25
MDW9:22Chicago Midway
28h 58m
2 stops
JNB21:20Johannesburg OR Tambo
R24 048
Delta
Sept 7
JNB18:00Johannesburg OR Tambo
31h 05m
2 stops
MDW18:05Chicago Midway
Mar 3
MDW13:00Chicago Midway
25h 05m
2 stops
JNB22:05Johannesburg OR Tambo
R24 279
Delta
May 26
JNB20:25Johannesburg OR Tambo
29h 08m
2 stops
MDW18:33Chicago Midway
Jun 2
MDW9:22Chicago Midway
28h 58m
2 stops
JNB21:20Johannesburg OR Tambo
R24 906

momondo Fare Finder

 
Customise your flight search to find flights from South Africa to Chicago Midway Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 13 550 searches. Data last updated 13 April 2026.
Use the filters below to find and compare flights from South Africa to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Tue 16/6

23:15-18:18

2 stops26h 03m

Chicago Midway

Wed 19/8

13:00-21:25

2 stops25h 25m

R23 636

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Mon 18/5

20:25-18:33

2 stops29h 08m

Chicago Midway

Mon 25/5

9:22-21:20

2 stops28h 58m

R24 048

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Mon 7/9

18:00-18:05

2 stops31h 05m

Chicago Midway

Wed 3/3

13:00-22:05

2 stops25h 05m

R24 279

Cape TownChicago

CPT - MDW

CPTMDW

Cape Town Intl

Tue 16/6

23:15-18:18

2 stops26h 03m

Chicago Midway

Wed 19/8

13:00-21:25

2 stops25h 25m

R24 295

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Tue 26/5

20:25-18:33

2 stops29h 08m

Chicago Midway

Tue 2/6

9:22-21:20

2 stops28h 58m

R24 906

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Mon 7/9

18:00-18:05

2 stops31h 05m

Chicago Midway

Wed 3/3

13:00-12:10

2 stops39h 10m

R25 252

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Mon 7/9

18:00-18:05

2 stops31h 05m

Chicago Midway

Wed 3/3

13:00-12:10

2 stops39h 10m

R25 384

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Sun 17/5

23:15-18:33

2 stops26h 18m

Chicago Midway

Mon 25/5

13:22-21:20

2 stops24h 58m

R25 400
Fastest return journey

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Tue 21/7

21:55-11:56

1 stop21h 01m

Chicago Midway

Wed 5/8

17:10-19:40

1 stop19h 30m

R26 538

JohannesburgChicago

JNB - MDW

JNBMDW

Johannesburg OR Tambo

Thu 2/7

20:25-22:17

2 stops32h 52m

Chicago Midway

Mon 3/8

11:05-21:35

2 stops27h 30m

R28 485

Flights are sorted by cheapest return flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from South Africa to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from South Africa to Chicago Midway?

KLM and Delta are the most popular carriers operating from South Africa to Chicago Midway

Cheap South Africa to Chicago Midway Airport flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from South Africa to Chicago Midway Airport

Fastest flight time

21h 01m

Direct flights

None
The fastest flight from South Africa to Chicago Midway Airport takes 21h 01m
There are no direct flights from South Africa to Chicago Midway Airport. There are no popular flight routes from South Africa to Chicago Midway Airport.
Search flight deals

Frequently asked questions about flying from South Africa to Chicago Midway Airport

  • When did momondo last update prices for flights from South Africa to Chicago Midway Airport?

    Prices for flights from South Africa to Chicago Midway Airport are refreshed on a daily basis.

  • How old do you have to be to fly from South Africa to Chicago Midway Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and stopovers. It is recommended that you verify with the airline you are booking with for travel from South Africa to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents you'll need for your trip to Chicago Midway Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's licence and a passport that is valid for six months after your intended arrival at Chicago Midway Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Travelling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Hammond

Why use momondo?

Why should I use momondo to find a flight deal from South Africa to Chicago?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from South Africa to Chicago. momondo saves you time and could save you money on your trip.

Can I find flights from South Africa to Chicago with flexible booking policies on momondo?

Flights from South Africa to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from South Africa to Chicago?

momondo helps you find the best flight between South Africa and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from South Africa to Chicago right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Chicago from South Africa. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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